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Paradise Found: A Week in St. John's, USVI

From Historic Plantations to Pristine Caribbean Beaches

Trip Overview

Discover the natural beauty and rich history of St. John, US Virgin Islands, where two-thirds of the island is preserved as Virgin Islands National Park. This week-long adventure balances exploration of historic sugar plantation ruins, snorkeling in crystal-clear waters, hiking through tropical forests, and relaxing on some of the Caribbean's most beautiful beaches. You'll immerse yourself in the island's Danish colonial past while enjoying the laid-back island lifestyle. This itinerary combines cultural discovery with outdoor adventures, offering time to both explore and unwind. From the ruins of Annaberg Sugar Plantation to the turquoise waters of Galley Bay Beach, you'll experience the best of this Caribbean gem at a comfortable pace that allows for spontaneity and relaxation.

Pace
Moderate
Daily Budget
$150-250 per day
Best Seasons
December through April (dry season), though year-round is pleasant
Ideal For
Beach lovers, History enthusiasts, Nature lovers, Snorkeling and diving enthusiasts, Couples seeking romance, Active travelers

Day-by-Day Itinerary

1

Arrival & Cruz Bay Orientation

Cruz Bay
Settle into island life with a gentle introduction to St. John's main town and nearby attractions, getting oriented before your week of exploration begins.
Morning
Arrival and Cruz Bay exploration
Arrive via ferry from St. Thomas and settle into your accommodations. Take time to explore Cruz Bay, the island's charming main town. Walk through the colorful streets, visit local shops, and get your bearings. Stop by the Virgin Islands National Park Visitor Center to gather maps and information for the week ahead. The relaxed Caribbean atmosphere will immediately set the tone for your vacation.
3-4 hours $20-30
Ferry tickets from St. Thomas can be purchased on arrival; no advance booking needed for most times
Lunch
A waterfront restaurant in Cruz Bay with fresh seafood and Caribbean specialties
Caribbean fusion Mid-range
Afternoon
Visit to St. John's Park
Spend a relaxing afternoon at St. John's Park, getting acclimated to the island's natural beauty. This peaceful spot offers shade under tropical trees and opportunities to observe local birdlife. It's an ideal introduction to the island's flora and fauna without overwhelming yourself on your first day. Take a leisurely walk and perhaps chat with locals who can offer insider tips for your week ahead.
2 hours Free
Evening
Sunset and dinner in Cruz Bay
Watch the sunset from the harbor, then enjoy dinner at a casual beachfront spot with live music, typically featuring local musicians playing reggae and calypso

Where to Stay Tonight

Cruz Bay (Mid-range hotel or guesthouse within walking distance of the ferry dock)

Cruz Bay is the perfect base for your first night, offering easy access from the ferry, dining options, and a central location for exploring the island throughout the week

Rent your car or jeep today for the week ahead - having your own transportation is essential for exploring St. John's remote beaches and trails
Day 1 Budget: $180-280
2

Historic Plantation Trail

North Shore
Delve into St. John's colonial past with visits to remarkably preserved sugar plantation ruins that tell the story of the island's Danish heritage and complex history.
Morning
Annaberg Sugar Plantation exploration
Visit the Annaberg Sugar Plantation, the island's best-preserved plantation ruins. Walk among the stone windmill, factory buildings, and slave quarters while interpretive signs explain the sugar production process and the lives of enslaved Africans who worked here. The site offers spectacular views over Leinster Bay. Rangers or volunteers often provide demonstrations of traditional crafts and cooking methods, bringing history to life in a powerful and educational way.
2-3 hours Free with National Park pass
Purchase a Virgin Islands National Park pass for the week - it covers all historic sites and beaches
Lunch
A casual beach bar near Leinster Bay with conch fritters and tropical drinks
Local Caribbean Budget
Afternoon
Catherineberg Estate Ruins and Cinnamon Bay Plantation Ruins
Continue your historical journey at Catherineberg Estate Ruins, featuring an impressive windmill tower with panoramic views. Then visit the Cinnamon Bay Plantation Ruins, where you can see remains of the sugar factory and explore the bay area. These sites are less crowded than Annaberg but equally fascinating, offering insight into the island's 18th-century plantation economy. The ruins are scattered through tropical forest, creating an atmospheric setting.
3 hours Free with National Park pass
Evening
Beach sunset and casual dinner
Return to Cinnamon Bay Beach for swimming and sunset, then enjoy dinner at a nearby casual eatery serving grilled fish and local vegetables

Where to Stay Tonight

Cruz Bay or North Shore (Same accommodation or a villa rental on the North Shore)

Staying put allows you to settle in, and Cruz Bay remains convenient for accessing both coasts of the island

Bring plenty of water and wear good walking shoes for exploring the plantation ruins - the stone paths can be uneven and the Caribbean sun is intense
Day 2 Budget: $150-220
3

Beach Bliss & Snorkeling

North Shore Beaches
Experience some of the Caribbean's most beautiful beaches with world-class snorkeling, pristine white sand, and turquoise waters perfect for a full day of aquatic adventures.
Morning
Snorkeling at Galley Bay Beach
Spend your morning at Galley Bay Beach, a stunning stretch of coastline with excellent snorkeling opportunities. The calm, clear waters are home to colorful tropical fish, sea turtles, and vibrant coral formations. The beach offers both shallow areas perfect for beginners and deeper spots for experienced snorkelers. The pristine white sand and swaying palms create a postcard-perfect Caribbean scene. Arrive early to secure a good spot and enjoy the beach before it gets busy.
3-4 hours $30-50 (snorkel gear rental if needed)
Bring your own snorkel gear to save money, or rent from shops in Cruz Bay before heading out
Lunch
A picnic lunch on the beach with provisions from a Cruz Bay market
Picnic fare Budget
Afternoon
Beach hopping along the North Shore
Continue your beach exploration by visiting additional North Shore beaches accessible from the coastal road. Each beach has its own character - some with excellent snorkeling, others with perfect swimming conditions or shaded areas for relaxation. Take your time exploring different coves, swimming in the crystal-clear water, and perhaps trying your hand at paddleboarding. The afternoon sun creates perfect conditions for underwater photography and spotting marine life.
3-4 hours $20-40
Evening
Casual beachside dinner
Head back to Cruz Bay for a relaxed dinner at a local spot known for fresh fish tacos and rum punch, sharing stories with other travelers

Where to Stay Tonight

Cruz Bay (Same accommodation)

Maintaining your base in Cruz Bay provides consistency and easy access to evening dining and entertainment options

Sea turtles are commonly spotted in the morning hours - swim slowly and maintain a respectful distance if you encounter these gentle creatures
Day 3 Budget: $140-200
4

Reef Bay Adventure

Reef Bay area
Hike through tropical forest to discover ancient petroglyphs and remote plantation ruins, ending at a secluded beach - one of St. John's most rewarding adventures.
Morning
Reef Bay Sugar Mill Ruins exploration
Visit the Reef Bay Sugar Mill Ruins, one of the island's most atmospheric historic sites. The ruins sit in a lush valley where tropical forest is reclaiming the stone structures. Explore the remains of the sugar factory, including the impressive stone walls and machinery remnants. The site is accessible via the famous Reef Bay Trail, though you can also drive to nearby areas. Ancient Taino petroglyphs can be found near a freshwater pool along the trail, offering a glimpse into pre-Columbian history.
3-4 hours Free with National Park pass
Consider joining a ranger-led hike for expert interpretation of the site's history and ecology
Lunch
Pack a substantial lunch to enjoy at Reef Bay Beach after your hike
Packed lunch Budget
Afternoon
Reef Bay Beach relaxation
After your morning hike, relax at the remote Reef Bay Beach, accessible primarily by boat or via the hiking trail. This secluded beach sees fewer visitors than North Shore beaches, offering a more private Caribbean experience. The calm waters are perfect for swimming and cooling off after your hike. Enjoy the peaceful atmosphere and natural beauty before making your way back. The beach provides a perfect reward for your morning's efforts.
2-3 hours Free
Evening
Recovery and casual dining
After an active day, enjoy a relaxed evening with dinner at a comfortable restaurant in Cruz Bay, perhaps treating yourself to Caribbean lobster

Where to Stay Tonight

Cruz Bay (Same accommodation)

Returning to your familiar base allows you to rest comfortably after an active day of hiking and exploring

The Reef Bay hike is moderately strenuous and mostly downhill going in (meaning uphill on the return) - start early to avoid midday heat and bring at least 2 liters of water per person
Day 4 Budget: $130-190
5

Water Sports & Island Exploration

East End and Coral Bay
Venture to the island's quieter east end for kayaking, snorkeling, and exploration of the laid-back Coral Bay community.
Morning
Kayaking and snorkeling adventure
Rent a kayak and explore the protected bays and mangrove ecosystems of the east end. Paddle to secluded coves where you can snorkel in pristine waters teeming with marine life. The calm morning conditions are ideal for kayaking, and you might spot rays, small sharks, and tropical fish in the shallow waters. Many areas feature coral gardens and seagrass beds that support diverse ecosystems. This self-guided adventure allows you to explore at your own pace.
3-4 hours $50-80 (kayak rental)
Rental shops in Coral Bay typically open early; arrive when they open to get the best selection of equipment
Lunch
A laid-back restaurant in Coral Bay known for fish sandwiches and local atmosphere
Caribbean casual Budget
Afternoon
Coral Bay exploration and beach time
Explore the Coral Bay area, St. John's alternative community known for its artistic vibe and relaxed atmosphere. Browse small galleries and craft shops, then spend time at a nearby beach. The east end beaches are generally less crowded and offer excellent swimming and snorkeling. Visit tide pools at low tide to observe small marine creatures, or simply relax under palm trees with a good book, enjoying the slower pace of this side of the island.
3 hours $20-30
Evening
Sunset and dinner in Coral Bay
Stay in Coral Bay for sunset and dinner at a local favorite serving Caribbean-Asian fusion cuisine, enjoying the more bohemian atmosphere compared to Cruz Bay

Where to Stay Tonight

Cruz Bay or Coral Bay (Consider a villa or guesthouse in Coral Bay for a change of scenery)

Experiencing both main communities gives you a fuller picture of island life, though staying in Cruz Bay remains convenient

Coral Bay has a strong sense of community - attend the Sunday morning market if it falls on your visit for local crafts, produce, and authentic island culture
Day 5 Budget: $160-230
6

Hidden Gems & Local Culture

Island-wide
Discover lesser-known spots and immerse yourself in local culture with visits to quiet beaches, viewpoints, and authentic island experiences.
Morning
Scenic drive and viewpoint exploration
Take a scenic drive around the island, stopping at various viewpoints and overlooks that offer spectacular vistas of neighboring islands and the Caribbean Sea. Visit some of the island's less-frequented beaches and coves, where you might have entire stretches of sand to yourself. The morning light is perfect for photography, and the roads are less traveled early in the day. Stop at local fruit stands to sample fresh mangoes, papayas, and other tropical fruits.
3 hours $15-25 (fuel and snacks)
Lunch
A local food truck or casual spot favored by residents, serving authentic island cooking
Local Caribbean Budget
Afternoon
Beach time and water activities
Return to your favorite beach from earlier in the week, or discover a new one you haven't visited yet. Use this afternoon for any water activities you want to repeat - perhaps snorkeling at a spot where you saw turtles, or returning to a beach that captured your heart. This flexible afternoon allows you to revisit highlights or check off any experiences you've missed. Consider trying stand-up paddleboarding if you haven't already.
3-4 hours $30-60
Evening
Farewell dinner and stargazing
Enjoy a special farewell dinner at an upscale restaurant with ocean views, followed by stargazing from a dark beach - St. John's limited light pollution offers spectacular night skies

Where to Stay Tonight

Cruz Bay (Same accommodation)

Return to Cruz Bay for your final night to be close to the ferry dock for tomorrow's departure

Many beaches are virtually empty at sunset - pick a quiet spot for your final evening to reflect on your week and enjoy the natural beauty without crowds
Day 6 Budget: $180-260
7

Departure Day Relaxation

Cruz Bay
A leisurely final morning to soak in last moments of island paradise before your departure, with time for final shopping and beach visits.
Morning
Final beach visit and souvenir shopping
Depending on your ferry time, enjoy a final swim at a beach near Cruz Bay or take a last walk through town. Visit local shops and galleries to pick up souvenirs - locally made jewelry, hot sauces, rum, and artwork make excellent mementos. Take time to say goodbye to any local friends you've made during the week. Enjoy a final tropical breakfast while watching boats in the harbor, savoring your last hours in paradise.
2-3 hours $40-80 (souvenirs)
Lunch
A final meal at a Cruz Bay favorite before catching your ferry
Your choice of favorites from the week Mid-range
Afternoon
Departure
Return your rental vehicle and catch the ferry back to St. Thomas for your onward journey. The ferry ride offers final views of St. John's beautiful coastline and a chance to reflect on your week of Caribbean adventures. Allow extra time for the ferry during peak season, as lines can be long. Keep your camera ready for last photos of the turquoise waters and green hills you've come to love.
2-3 hours $30-40 (ferry and transport)
Evening
Departure or overnight in St. Thomas
Connect to your flight home or spend a night in St. Thomas if you have an early morning departure

Where to Stay Tonight

St. Thomas (if needed) (Airport hotel for convenience)

If your flight departs early, staying near the airport eliminates morning stress

Keep your reef-safe sunscreen and snorkel gear easily accessible in your carry-on - you might have time for one last swim if your ferry timing allows
Day 7 Budget: $120-180

Practical Information

Getting Around

Renting a 4WD vehicle or jeep is essential for exploring St. John, as public transportation is limited and many beaches and attractions require navigating steep, unpaved roads. The island is small enough that nowhere is more than 30 minutes from Cruz Bay. Ferry service from St. Thomas runs regularly throughout the day. Taxis are available but expensive for daily use. Parking is generally free at beaches and attractions. Gas stations are limited, so fill up when you see one.

Book Ahead

Book accommodations well in advance, especially for winter season (December-April). Reserve rental vehicles ahead of time as availability can be limited. Most restaurants don't require reservations except during peak season. Virgin Islands National Park passes can be purchased on arrival. Consider booking a guided Reef Bay hike in advance if interested.

Packing Essentials

Reef-safe sunscreen (required by law), snorkel gear, water shoes for rocky beaches, lightweight hiking shoes, quick-dry clothing, rain jacket, reusable water bottles, underwater camera, insect repellent, sun hat, beach towels, and daypack for hikes

Total Budget

$1,160-1,810 for the week (excluding flights and accommodation)

Customize Your Trip

Budget Version

Stay at campgrounds in Cinnamon Bay or Maho Bay instead of hotels, reducing accommodation costs significantly. Prepare most meals yourself using groceries from Cruz Bay markets. Bring your own snorkel gear instead of renting. Use beach picnic areas instead of restaurants for most lunches. Focus on free activities like hiking, beach time, and exploring plantation ruins. Camp at the National Park campground for an authentic, affordable experience surrounded by nature.

Luxury Upgrade

Stay at an upscale villa with private pool and spectacular views, or book a room at one of the island's luxury eco-resorts. Arrange private boat charters for snorkeling and island hopping. Book guided tours with expert naturalists and historians. Enjoy fine dining at upscale restaurants featuring Caribbean fusion cuisine and extensive wine lists. Arrange for a private chef dinner at your villa. Book spa treatments and sunset sailing excursions. Consider a day trip to the British Virgin Islands by private boat.

Family-Friendly

Focus on beaches with calm waters and good facilities like Cinnamon Bay. Visit the Annaberg Plantation when rangers offer kid-friendly demonstrations. Pack plenty of snacks and plan shorter activities with beach breaks in between. Rent kayaks or paddleboards suitable for children. Choose accommodations with kitchens to prepare familiar foods. Visit tide pools where kids can observe small marine creatures safely. Allow flexible timing for naps and rest. Consider a glass-bottom kayak tour for non-swimmers to enjoy marine life viewing.

Book Activities for Your Trip

Tours, tickets, and experiences in St. John's

Continue Planning Your Trip

Things to Do

Top attractions and activities for St. John's

Budget Guide

Trip costs and money tips for St. John's

Getting Around

Transport options and tips for St. John's

Where to Stay

Accommodation guide for St. John's

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